144425-46-7

Upstream product

• 76782-82-6 tert-Butyldimethyl(prop-2-ynyloxy)silane 
• 100-52-7 benzaldehyde 

Downstream Products

• 144425-50-3 tert-butyldimethyl((4-phenylbuta-2,3-dien-1-yl)oxy)silane 
• 209049-37-6 (Z)-4-(tert-butyldimethylsilyloxy)-1-phenylbut-2-en-1-ol 
• 144425-50-3 C₁₆H₂₄OSi 
• 144425-50-3 C₁₆H₂₄OSi 
• 947692-03-7 (E)-4-(tert-butyldimethylsilyloxy)-1-phenylbut-2-en-1-ol 

Relevant academic research and scientific papers

InBr3-catalyzed stereoselective synthesis of 3,4-disubstituted hexahydro-1H-furo[3,4-c]pyran derivatives

An γ,δ-unsaturated alcohol tethered with a hydroxyl group, that is, (E)-2-styrylbutane-1,4-diol (1) undergoes a smooth bicyclization with various aldehydes in the presence of 10 mol % InBr3 and at 0 °C to afford a novel series of hexahydro-1H-furo[3,4-c]pyran derivatives in good yields with high diastereoselectivity.

N -heterocyclic carbene-catalyzed internal redox reaction of alkynals: An efficient synthesis of allenoates

An efficient N-heterocyclic carbene (NHC)-catalyzed internal redox reaction of alkynals that bear a γ leaving group has been developed. This process provides a new access to a range of allenoates in good yields. Preliminary results demonstrate that the en

The influence of exocyclic stereochemistry on the tethered aminohydroxylation reaction

A new strategy that employs an exocyclic stereocenter to effect diastereocontrol in the tethered aminohydroxylation (TA) reaction is applied to the stereoselective synthesis of a range of amino alcohols in good to excellent yields, and with anti selectivities of up to 20:1. The influence of the reaction conditions and substrate parameters on the level of diastereocontrol is described. Furthermore, an "inside alkoxy" model is employed to rationalize the sense and degree of stereoselectivity observed in these systems. TA for now: Tethered aminohydroxylation (TA) cyclic stereocontrol is possible in the catalytic TA reaction of acyclic systems that bear an exocyclic stereodirecting group. The influence of the alkene substitution pattern and the role of the protecting group on the allylic alcohol are both explored. A model is also presented to rationalize the observed trends in stereoselectivity.

Formal total synthesis of fostriecin by 1,4-asymmetric induction with an alkyne-cobalt complex

The synthesis of a protected dephosphofostriecin, and thereby a formal synthesis of fostriecin, has been accomplished. The synthetic challenges were the construction of four stereogenic centers and the conformationally labile cis-cis-trans-triene moiety. Previous total syntheses have employed at least two asymmetric reactions that required the use of an external chiral auxiliary. Although remote stereoinduction in a 1,4-relationship is considered difficult, we have developed a notable 1,4-asymmetric induction that utilizes an alkyne-cobalt complex for the control of C5 stereochemistry by the C8 stereogenic center. The stereochemistry at C11 was established by 1,3-asymmetric induction with a higherorder alkynyl-zinc reagent. Thus, only one asymmetric reaction requiring an external chiral auxiliary was employed in this route. The labile cis-cis-transtriene unit was constructed at a late stage of the synthesis by diastereoselective coupling of a dienyne and an aldehyde unit, followed by reduction.

Cyclization of trichloroacetimidates by olefin aminopalladation β-heteroatom elimination

The cyclization of δ-acetoxy-O-allyl- and ε-acetoxy-O-homoallyl- trichloroacetimidates to 4-vinyloxazolines and a 4-vinyldihydrooxazine has been efficiently achieved by olefin aminopalladation-β-heteroatom elimination. (Z)-Allylic imidates bearing a secon

Chromium(0)-Promoted [6π + 2π] cycloadditions of allenes with cycloheptatriene

(Chemical Equation Presented) Photoinitiated [6π + 2π] cycloadditions of allenes with (η6-cycloheptatriene)tricarbonylchromium(0) (1) are described. An example of asymmetric induction obtained by reaction of 1 with a chiral 1,3-disubstituted al