Tom Thumbs was asked to prepare the following compounds from the given starting materials. The reagents he chose to use for each synthesis are shown.
a. Which of his syntheses were successful?
b. What products did he obtain from the other syntheses?
c. In his unsuccessful syntheses, what reagents should he have used to obtain the desired product?
1.

2.

3.

Transcribed Image Text:

CH2 CH3 CHCHC-CHCH H250 KMno4, CH CH CHCH3 OH OH 1. NaBH4→ 2. H3o CH,CH-CH-OH + 0 HOH 2. HO H3C CH3 HC CH