Synthesis and crystal structure of an intermediate of the germanium

491

J. Org. C h e m . 1994,59, 491-493 Scheme 1

Synthesis and Crystal Structure of an Intermediate of the Germanium-Peterson Reaction Takayuki Kawashima,' Naoahi Iwama, Norihiro Tokitoh, and Renji Okazaki' Department of Chemistry, Graduate School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, T o k y o 113, J a p a n

1. t-BuLi 2. TMEDA 3. (CFj)pC=O

Ph3Ge@

4. NH&l c

3 p

h

3

HO

Received September 20, 1993

G CF3

4

e

+

~ Ph3Ge&

+

ph3Ge4& 6

5

Peterson-type reactions, using 8-hydroxy silanes, germanes, stannaries, and plumbanes, stereospecifically produce the corresponding olefihs under acidic and neutral (or basic) c0nditions.l Recently, we achieved the syntheses of pentacoordinate 1,2-oxasiletanide l2 and 1,2-oxastannetanide 2,3 intermediates of the Peterson and tinPeterson reactions, respectively.

~T..P+ Phvb 4 E F 3

K', 18-C-6

Phl,

-

Ph

F3C'

Ph0?n