By M. Smith
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Martens. L: Wallbaum, S. Synth. ; Martens. J. ; Williams. J. BuLi 2. ; Martens. T. ; Brussee. ; van der Gen, A. Tetrahedron Asymmetry, 1993, 4, 1987 ZnEt 2 ,5% iPr2NH PhCHO 5% OH Ph i quant. ; Yaozhong. ; Guishu, Y. /. Chem. , Perkin Trans. L, 1993, 885 Et2Zn . 0. Hn H Ph' 90% (96%ee,R) Cho. : Kim, N. ; Knochel. P. 5 Ti(OiPr)4 , -20°C "*, Ph (14 >99% ee Keck. ; Chen, X. , 1994, 35, 8323 )H PhCHO ZnEt? ; Pedrosa. t Perez-Encabo, A. ; Hoshino. O. Tetrahedron Asymmetry, 1994, 5, 411 Et2Zn PhCHO Me.
Drauz. : Schwann, M. J. Org. , 1993, 58, 3568 Zn(BH4)2 , THF , reflux Ph—COOH -- Ph—CH2OH Narasimhan. G. J. Org. ; Castagnino. Cs. , 1994, 35, 6057 12 Compendium of Organic Synthetic Methods, Vol 9 Section 33 Sml2-H20 , 1 min *- PhCH2OH Kamnchi. : Kudo, T. Chem. ; Fuchikami. T. NaBH 4 ,H 2 O 2. HCl 85% Sharma. ; Ovaska. E. Synlett, 1995, 839 SECTION 33: ALCOHOLS AND THIOLS FROM ALCOHOLS AND THIOLS OH Lawesson's reagent, toluene *" fi I reflux ^^**""*^ \ I > 67% Nishio. T. J. Chem. , Perkin Trans.
M. J. Org. , 1995, 60, 3278 In, H20, 30 min „ H ,Br Li. -J. ; Sato. F. ; Sato. F. TMSOTf,CH£l 2 , -78°C 2. Bu3SnCH2CH=CH2 -40°C 3. TBAF (>99 : <1) 98% Kim. H. ; Reisse, ]. ; Das. P. ; Chan. -H. ; Wada, M. Chem. Br 2. ; Sato. F. J. Am. Chem. ; Cohen, T. Synth. , 1995, 25, 33 O "* Q \ """"O PhCHO, 10% PdCPhCN)^ 3 SnCl2»2 HP, DMI, 25°C HQ,, " 91% Rang. -B. Synth. : Wu. -H. Svnth. ; Yamamoto. Y. J. Chem. Soc. Chem. 1 : 9) 48% H2O , BU4NBr (1 : 99) 48% Masuyama. ; Kurusu, Y. J. Chem, Soc. , 1995, 1405 REVIEW: "Synthetic Organoindium Chemistry: What Makes Indium So Appealing," Cintas.