84709-35-3Relevant academic research and scientific papers
Surgical Cleavage of Unstrained C(sp3)?C(sp3) Bonds in General Alcohols for Heteroaryl C?H Alkylation and Acylation
Wang, Yaxin,Yang, Le,Liu, Shuai,Huang, Lixia,Liu, Zhong-Quan
supporting information, p. 4568 - 4574 (2019/09/04)
We reported herein a predictable and surgical cleavage of carbon-carbon bond in alcohols. A wide range of 1°, 2° and 3° alcohols including sugars and steroids without ring strain or steric hindrance were all compatible with this system. Also it offered a green and practical strategy for generation of alkyl/acyl radicals using alcohols as the sources. Besides, the features of visible-light-initiation, catalyst and metal free, excellent selectivity and mild conditions make it valuable and attractive. (Figure presented.).
The Baylis-Hillman reaction: a strategic tool for the synthesis of higher-carbon sugars
Radha Krishna, Palakodety,Narasimha Reddy,Sreeshailam,Uday Kiran,Jagdeesh
, p. 6466 - 6470 (2008/02/12)
The Baylis-Hillman reaction of acyclic sugar-derived aldehydes is invoked as an attractive synthetic strategy for ready access to higher-carbon sugars.
Total synthesis of aspinolide B: a ring-closing metathesis approach
Ghosh, Subhash,Rao, R. Vengal
, p. 6937 - 6940 (2008/02/13)
A highly convergent stereoselective total synthesis of aspinolide B, a 10-membered lactone is described. The key step includes a ring-closing metathesis reaction to construct the 10-membered ring and the E-olefinic moiety. d-Mannitol was used as a chiral
Synthesis of (-)-agelastatin a by [3.3] sigmatropic rearrangement of allyl cyanate
Ichikawa, Yoshiyasu,Yamaoka, Tomonori,Nakano, Keiji,Kotsuki, Hiyoshizo
, p. 2989 - 2992 (2008/02/09)
Total synthesis of (-)-agelastatin A has been achieved starting from L-arabitol. The highlights in our synthesis include the preparation of vicinal diamine moiety by [3.3] sigmatropic rearrangement of allyl cyanate and construction of central ring-C with
Efficient desymmetrization of "pseudo"-C2-symmetric substrates: Illustration in the synthesis of a disubstituted butenolide from arabitol
Linclau, Bruno,Boydell, A. James,Clarke, Philip J.,Horan, Richard,Jacquet, Claire
, p. 1821 - 1826 (2007/10/03)
A short synthesis of the homochiral disubstituted butenolide 1 is described in four steps from arabitol. The key steps are the selective kinetic protection of arabitol and the cyclization of 11 to form the butenolide ring. This last transformation represents a rare example of a fully stereoselective cyclitive desymmetrization process of a "pseudo"-C2-symmetric substrate.
THE ISOPROPYLIDENATION OF D-RIBOSE DIETHYL DITHIOACETAL AND RIBITOL. A NEW SYNTHESIS OF α- AND β-D-RIBOFURANOSYLETHYNE via 2,3:4,5-DI-O-ISOPROPYLIDENE-aldehydo-D-RIBOSE
Aslani-Shotorbani, Gaffar,Buchanan, J. Grant,Edgar, Alan R.,Shahidi, Parvin K.
, p. 37 - 52 (2007/10/02)
The reaction of D-ribose diethyl dithioacetal with acetone and sulphuric acid in the presence of anhydrous copper sulphate gives the 2,3:4,5-di-O-isopropylidene derivative 14 (40percent) and the isomeric 2,5:3,4-di-O-isopropylidene acetal 17 (40percent),
ON STEREOCHEMISTRY OF OSMIUM TETRAOXIDE OXIDATION OF ALLYLIC ALCOHOL SYSTEMS. EMPIRICAL RULE
Cha, J. K.,Christ, W. J.,Kishi, Y.
, p. 2247 - 2256 (2007/10/02)
An empirical formulation is presented to predict the stereochemistry of major osmylation products of allylic alcohols and their derivatives.
ON STEREOCHEMISTRY OF OSMIUM TETROXIDE OXIDATION OF ALLYLIC ALCOHOL SYSTEMS: EMPIRICAL RULE
Cha, J. K.,Christ, W. J.,Kishi, Y.
, p. 3943 - 3946 (2007/10/02)
An empirical formulation is presented to predict the stereochemistry of major osmylation products of allylic alcohols and their derivatives.
