2.还原反应探究.pptVIP

1. Birch 还原 2. Bouveault-Blanc 还原 3. Cannizzaro 歧化反应 4. Clemmensen 还原 5. Luche 还原 6. Meerwein-Ponndorf-Verley 还原 7. Stephen 还原 其它还原;Birch 还原;反应实例：;反应机理：;Org. Lett. 2005, 7, 4557–4560.;Birch Reductions at Room Temperature with Alkali Metals in Silica Gel (Na2K-SG(I)). J. Org. Chem. 2009, 74, 5790–5792. ;实例 1;In the lab of Schultz during the asymmetric total synth. of 2 vincane type alkaloids, (+)-apovincamine and (+)-vincamine, it was necessary to construct a crucial cis-fused pentacyclic diene intermediate.;The origin.1,2-disubstit. Ar ring was subject. to ~ cond., and (I) was [O] by singlet O from the convex β-face to give the desir. C4β-C7β diol. The side prod.(II) was recycl. as start. mater. via Swern oxid. in excell. yield.; The total synth. of galbulimima alkaloid GB 13 was accomplish. by Mander et al. The ~ reduct. of a intermediate was necessary in order to prepare a cyclic α,β-unsat. ketone.;Bouveault-Blanc 还原;反应机理：;Acyloin Condensation (偶姻缩合);近期研究：;Cannizzaro 歧化反应;反应机理：;Cross Cannizzaro Reaction ; Mehta et al. unexpectedly encounter. a novel transannular ~ reaction when 1,4-bishomo-6-seco[7]prismane dialdehyde derivative was subject. to basic conds. to yield a novel octacyclic lactone.; Rebek et al. synthesized novel dibenzoheptalene bislactones via a double intramolecular Cannizzaro reaction for condensation polymerization and remote catalysis studies. ;反应通式：;J. Nat. Prod. 2006, 69, 1125-1129; Numerous heterocycl. 1,3-dicarbonyl compd. possess. alkyl substituents at the electronegative 2-position exhibit interest. biological properties. ; In the lab of Martins the synth. of novel tetracyclic undecane derivatives was undertaken. ;Luche Reduction;反应机理*：;The total synth. of several amaryllidaceae alkaloids including that of narciclasine was accomplish. by T. Hudlicky. The C2 stereochem. was establish. by 2-steps: ~ of the α,β-unsat. cyclic ketone follow. by a Mitsunobu reaction.;During the final stages of the total synthesis of (–)-subergorgic acid by