TY - JOUR
T1 - Synthesis of C3-C21 Segment of Aflastatin A Using Remote Asymmetric Induction Reactions
AU - Murakoshi, Sawato
AU - Hosokawa, Seijiro
N1 - Publisher Copyright:
© 2019 American Chemical Society.
PY - 2019/2/1
Y1 - 2019/2/1
N2 - The C3-C21 segment of aflastatin A has been synthesized by converging three segments including the C3-C8 segment, the C9-C15 segment, and the C16-C21 segment. Each segment has been synthesized from a vinylketene silyl N,O-acetal possessing a chiral auxiliary by a wide-range stereocontrol strategy. The C3-C8 segment was constructed in seven steps including the stereoselective vinylogous Mukaiyama alkylation, while the C9-C15 segment and the C16-C21 segment were synthesized using the vinylogous Mukaiyama aldol reaction in seven and eight steps, respectively.
AB - The C3-C21 segment of aflastatin A has been synthesized by converging three segments including the C3-C8 segment, the C9-C15 segment, and the C16-C21 segment. Each segment has been synthesized from a vinylketene silyl N,O-acetal possessing a chiral auxiliary by a wide-range stereocontrol strategy. The C3-C8 segment was constructed in seven steps including the stereoselective vinylogous Mukaiyama alkylation, while the C9-C15 segment and the C16-C21 segment were synthesized using the vinylogous Mukaiyama aldol reaction in seven and eight steps, respectively.
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U2 - 10.1021/acs.orglett.8b04008
DO - 10.1021/acs.orglett.8b04008
M3 - Article
C2 - 30632762
AN - SCOPUS:85060005897
SN - 1523-7060
VL - 21
SP - 758
EP - 761
JO - Organic Letters
JF - Organic Letters
IS - 3
ER -