TY - JOUR
T1 - Synthesis of N,N-dimethyl-2-(tributylstannyl)methyl-5-substituted benzylamines as a quinodimethane precursor by the reaction of N,N-dimethyl- N-(tributylstannyl)methyl-4-substituted benzylammonium salts with lithium diisopropylamide
AU - Maeda, Yasuhiro
AU - Sato, Yoshiro
N1 - Copyright:
Copyright 2018 Elsevier B.V., All rights reserved.
PY - 1998
Y1 - 1998
N2 - Reaction of N,N-dimethyl-N-(tributylstannyl)methyl-4-substituted benzylammonium salts 2 with lithium diisopropylamide (LDA) gave N,N-dimethyl- 2-(tributylstannyl)methyl-5-substituted benzylamines 3 as the main products. Treatment of 3 with iodomethane followed by tetrabutylammonium fluoride (TBAF) in the presence of dimethyl fumarate gave the corresponding dimethyl trans-1,2,3,4-tetrahydro-6-substituted naphthalene-2,3-dicarboxylates 15 in good yields.
AB - Reaction of N,N-dimethyl-N-(tributylstannyl)methyl-4-substituted benzylammonium salts 2 with lithium diisopropylamide (LDA) gave N,N-dimethyl- 2-(tributylstannyl)methyl-5-substituted benzylamines 3 as the main products. Treatment of 3 with iodomethane followed by tetrabutylammonium fluoride (TBAF) in the presence of dimethyl fumarate gave the corresponding dimethyl trans-1,2,3,4-tetrahydro-6-substituted naphthalene-2,3-dicarboxylates 15 in good yields.
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U2 - 10.1248/cpb.46.508
DO - 10.1248/cpb.46.508
M3 - Article
AN - SCOPUS:0031978523
SN - 0009-2363
VL - 46
SP - 508
EP - 511
JO - Chemical and Pharmaceutical Bulletin
JF - Chemical and Pharmaceutical Bulletin
IS - 3
ER -