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Construction of intermediate 87 Continued 1. TBAF THF 25C 2. BrCH2 COCI o 3.eo3P,90 (73% overall Arbuzov rxn E FPEN,LC.CH3CN25°C (89%Yed) MeO)2P: 1. Dibal-H, CH2C2.78°c 0 2. BF3-0Et2, Et3 SIH, CH2 Ch, 10C 人 (93% overall) C FO TBSO O O O O O O Me H H H H H H Me H Me H H Me Me Me B C D E F G OBn OBn H 157 O O O O O O O O Me H H H H H H Me H Me H H Me Me Me B C D E F G OBn OBn H O (MeO)2P O 92 1. TBAF, THF, 25 oC 2. BrCH2COCl, pyr., CH2Cl2 , 0 oC 3. (MeO)3P, 90 oC (73% overall O O O O O O O Me H H H H H H Me H Me H H Me Me Me A B C D E F G OBn OBn H O 158 i-Pr2EtN, LiCl, CH3CN, 25 oC (89% Yield) O O O O O O O Me H H H H H H Me H Me H H Me Me Me A B C D E F G OBn OBn H 159 1. Dibal-H, CH2Cl2 , -78 oC 2. BF3-OEt2, Et3SiH, CH2Cl2, -10 oC (93% overall) Construction of Intermediate 87 Continued Arbuzov Rxn
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