Li, Xiaoyong published the artcileStereoselective total synthesis and stereochemistry confirmation of photo-mycolactones, Product Details of C3H6O2, the publication is Tetrahedron Letters (2015), 56(23), 3220-3224, database is CAplus.
With use of the LiTMP-induced Hodgson cyclopropanation of an epoxide-olefin to a bicyclo[3.1.0]hexanol as the key step, a stereoselective total synthesis of photo-mycolactones B1, A1, B2, and A2 was achieved. Each of the four diastereomeric epoxide-olefins, selectively prepared from (R)- and (S)-glycidols, yielded the corresponding unique bicyclo[3.1.0]hexanol. Four bicyclo[3.1.0]hexanols I [R = α-OH, R1 = α-CH2OCH2C6H4OMe-4, α-CH2OCH2O(CH2)2OMe, R2 = β-Me, R3 = α-H, R4 = β-H; R = β-OH, R1 = β-CH2OCH2C6H4OMe-4, α-CH2OCH2O(CH2)2OMe, R2 = α-Me, R3 = β-H, R4 = α-H; R = α-OH, R1 = β-CH2OCH2C6H4OMe-4, β-CH2OCH2O(CH2)2OMe, R2 = α-Me, R3 = α-H, R4 = β-H; R = β-OH, R1 = α-CH2OCH2C6H4OMe-4, α-CH2OCH2O(CH2)2OMe, R2 = β-Me, R3 = β-H, R4 = α-H] were converted into four primary alcs. II (R = Me, R1 = α-CH2OH, R2 = β-Me, R3 = α-H, R4 = β-H; R = Me, R1 = β-CH2OH, R2 = α-Me, R3 = β-H, R4 = α-H; R = Me, R1 = β-CH2OH, R2 = α-me, R3 = α-H, R4 = β-H; R = Me, R1 = α-CH2Oh, R2 = β-Me, R3 = β-H, R4 = α-H), the intermediates used in the previous work on photo-mycolactones. This synthesis confirmed the stereochem. previously proposed for photo-mycolactones.
Tetrahedron Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Product Details of C3H6O2.
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