56740-08-0Relevant academic research and scientific papers
Regioselective carbonylation of trans-disubstituted epoxides to β-lactones: A viable entry into syn-aldol-type products
Mulzer, Michael,Whiting, Bryan T.,Coates, Geoffrey W.
supporting information, p. 10930 - 10933 (2013/08/23)
Two new catalysts are reported for the regioselective carbonylation of trans-disubstituted epoxides to cis-β-lactones. The two catalysts display high and opposing selectivities, which generally are difficult to achieve for this class of epoxides. The resulting β-lactones are well-defined precursors for a wide variety of aldol-type compounds. Altogether, carbonylation of disubstituted epoxides is established as a viable and economical entry into syn- and anti-aldol products.
Deracemization of anti-1,2-diols leading to trans-epoxides via oxazaborolidine-mediated enantiomer-differentiating ring-cleavage of acetal derivatives
Harada, Toshiro,Nakamura, Tomohito,Kinugasa, Motoharu,Oku, Akira
, p. 503 - 506 (2007/10/03)
An enantioconvergent transformation of racemic anti-1,2-diols to enantiomerically enriched (71-96% ee) trans-epoxides is realized via chiral oxazaborolidine-mediated enantiomer-differentiating ring-cleavage reaction of the acetal derivatives.
ASYMMETRIC REDUCTION OF Z-3-CHLORO-3-ALKEN-2-ONES WITH FERMENTING BAKER'S YEAST
Utaka, Masanori,Konishi, Satoshi,Takeda, Akira
, p. 4737 - 4740 (2007/10/02)
Using fermenting baker's yeast, Z-RCH=CClCOCH3 (R=C2H5, n-C5H11, n-C8H17) was reduced initially to (S)-RCH2C*HClCOCH3 in 44-84percent ee, which was further reduced to RCH2C*HClC*HOHCH3 in >98percent ee with the syn(2R,3S)/anti(2S,3R) ratios of 2.6-18.3.
