TY - JOUR
T1 - Highly stereoselective construction of 4,6-cis-substituted quinolizidine ring core
T2 - An application to enantioselective total synthesis of the marine alkaloid clavepictines A, B and pictamine
AU - Toyooka, Naoki
AU - Yotsui, Yasuhito
AU - Yoshida, Yasuko
AU - Momose, Takefumi
AU - Nemoto, Hideo
PY - 1999/12/24
Y1 - 1999/12/24
N2 - The enantioselective total synthesis of the marine alkaloids clavepictines A, B and pictamine has been achieved through the highly stereocontrolled quinolizidine ring closure of the conformationally constrained piperidine ring system (2), which bears the chiral centers and appropriate functionality needed for the synthesis of target alkaloids. The absolute stereochemistry of clavepictines and pictamine was verified to be 3R, 4S, 6S, 9aS by the present synthesis.
AB - The enantioselective total synthesis of the marine alkaloids clavepictines A, B and pictamine has been achieved through the highly stereocontrolled quinolizidine ring closure of the conformationally constrained piperidine ring system (2), which bears the chiral centers and appropriate functionality needed for the synthesis of target alkaloids. The absolute stereochemistry of clavepictines and pictamine was verified to be 3R, 4S, 6S, 9aS by the present synthesis.
UR - http://www.scopus.com/inward/record.url?scp=0033601457&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(99)00996-5
DO - 10.1016/S0040-4020(99)00996-5
M3 - 学術論文
AN - SCOPUS:0033601457
SN - 0040-4020
VL - 55
SP - 15209
EP - 15224
JO - Tetrahedron
JF - Tetrahedron
IS - 52
ER -