TY - JOUR
T1 - Preparative bioorganic chemistry; XIV. Preparation of (2S,3S)-1-phenylthio-2,3-pentanediol and (2S,3S)-1-phenylsulfonyl-2,3-pentanediol by yeast reduction of the corresponding diketones, and conversion of the former to (+)-endo-brevicomin
AU - Mori, K.
AU - Ishikura, M.
AU - Seu, Y. B.
PY - 1991
Y1 - 1991
N2 - (2S,3S)-1-Phenylthio-2,3-pentanediol (2) and (2S,3S)-1-phenylsulfonyl-2,3-pentanediol (16) were prepared by reducing the corresponding diketones, 6 and 15, with baker's yeast. Conversion of 2 to (3S,4R)-8-nonene-3,4-diol (13), the key intermediate for the synthesis of (+)-endo-brevicomin [endo-7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]octane, (1R,5S,7S)-1], is also described.
AB - (2S,3S)-1-Phenylthio-2,3-pentanediol (2) and (2S,3S)-1-phenylsulfonyl-2,3-pentanediol (16) were prepared by reducing the corresponding diketones, 6 and 15, with baker's yeast. Conversion of 2 to (3S,4R)-8-nonene-3,4-diol (13), the key intermediate for the synthesis of (+)-endo-brevicomin [endo-7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.1]octane, (1R,5S,7S)-1], is also described.
UR - http://www.scopus.com/inward/record.url?scp=0025777956&partnerID=8YFLogxK
U2 - 10.1055/s-1991-26502
DO - 10.1055/s-1991-26502
M3 - Article
AN - SCOPUS:0025777956
SN - 0039-7881
SP - 487
EP - 490
JO - Synthesis
JF - Synthesis
IS - 6
ER -