1072809-37-0

Upstream product

• 5876-76-6 (R)-4-phenylbut-3-yn-2-ol 
• 124-63-0 methanesulfonyl chloride 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 536-74-3 phenylacetylene 
• 73922-81-3 4-phenyl-but-3-yn-2-ol 
• 591-50-4 iodobenzene 

Downstream Products

• 32644-22-7 1-methyl-3-phenylallene 
• 1165800-94-1 (2R,3S)-1-chloro-2-(2,4-difluorophenyl)-3-methyl-5-phenylpent-4-yn-2-ol 
• 1353273-46-7 C₂₀H₂₈OSi 
• 1423718-44-8 C₁₆H₁₅N 
• 1616623-30-3 (4S)-methyl 1,4-dimethyl-3-phenyl-1,2,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2-carboxylate 
• 1616623-31-4 (4S)-methyl 1,4-dimethyl-3-phenyl-1,2,4,9b-tetrahydrochromeno[4,3-b]pyrrole-2-carboxylate 
• 1616623-33-6 (6S)-methyl 6-methyl-7-phenyl-6,7a,8,9,10,11a-hexahydrochromeno[3,4-b]pyrrolizine-7a-carboxylate 
• 1616623-34-7 (6S)-methyl 6-methyl-7-phenyl-6,7a,8,9,10,11a-hexahydrochromeno[3,4-b]pyrrolizine-7a-carboxylate 
• 1616623-29-0 (S)-2-(4-phenylbut-3-yn-2-yloxy)benzaldehyde 

Relevant academic research and scientific papers

Synergistic Kinetic Resolution and Asymmetric Propargyl Claisen Rearrangement for the Synthesis of Chiral Allenes

The asymmetric propargyl Claisen rearrangement provides a convenient entry to chiral allene motifs. Herein, we describe the development of a kinetic resolution and asymmetric rearrangement of racemic propargyl vinyl ethers. This transformation afforded chiral allene products along with the enantiomerically enriched substrate in good yields with excellent diastereo- and enantioselectivity. The complete chirality transfer and facially selective rearrangement enabled the simultaneous construction of an axially chiral allenic unit and a quaternary carbon stereocenter.

Utilization of whole cell mediated deracemization in a chemoenzymatic synthesis of enantiomerically enriched polycyclic chromeno[4,3-b] pyrrolidines

Various aryl and alkyl substituted optically pure propargyl alcohols were obtained with excellent ee (up to >99%) and isolated yields (up to 87%) by deracemization using whole cells of Candida parapsilosis ATCC 7330. The whole cells show substrate specificity towards alkyl substituted propargyl alcohols and a switch in the enantioselectivity has been observed from 'R' to 'S' upon increasing the chain length. For the first time, enantiopure (R)-4-(3-hydroxybut-1-ynyl)benzonitrile, (R)-4-(biphenyl-4-yl)but-3-yn-2-ol, (S)-ethyl 3-hydroxy-5-phenylpent-4-ynoate and (S)-4-phenylbut-3-yne-1,2-diol were obtained using this strategy. Optically pure propargyl alcohol thus obtained was used as a chiral starting material in the synthesis of enantiomerically enriched poly-substituted pyrrolidines and a pyrrole derivative successfully demonstrating a chemoenzymatic route. This journal is

Hydrophosphination of propargylic alcohols and amines with phosphine boranes

The first uncatalyzed hydrophosphinations of propargylic amines and alcohols with phosphine- borane complexes are described. The reactions proceed at ambient temperature or below without the use of protecting groups or the need to handle pyrophoric second

Developing asymmetric iron and ruthenium-based cyclone complexes; Complex factors influence the asymmetric induction in the transfer hydrogenation of ketones

The preparation of a range of asymmetric iron and ruthenium-cyclone complexes, and their application to the asymmetric reduction of a ketone, are described. The enantioselectivity of ketone reduction is influenced by a single chiral centre in the catalyst, as well as by the planar chirality in the catalyst. This represents the first example of asymmetric ketone reduction using an iron cyclone catalyst.

Improved chiral synthesis of ravuconazole

A short, elegant, and high yielding synthesis of ravoconazole is presented. The key step of this synthesis is an enantioselective palladium-catalyzed chiral zinc-allene addition reaction. The starting materials are 2-chloro-1-(2,4-difluorophenyl)-ethanone and (R)-4-phenylbutyn-2-ol obtained from enzymatic resolution of its racemate. Copyright Taylor & Francis Group, LLC.

ALLENE SYNTHESIS FROM 2-ALKYN-1-OLS

Activation of 2-alkyn-1-ols as their methanesulfonate esters and displacement with hydrazine furnishes the corresponding alkynyl hydrazine derivatives which undergo smooth oxidative rearrangement with diethyl azodicarboxylate (DEAD) or 4-methyl-1,2,4-tria