NaC CH HC CH + NaNH (^2)
Synthesis
HC CH+ Na+−NH 2 liq. NH− 33 oC^3 HC C −Na+
CH 3 CH 2 Br + Na+−C CH liq. NH− 33 oC^3 CH 3 CH 2 CCH
CH 3 CH 2 CCH+ H 2 Ni^2 B(P-2) CH 3 CH 2 CHCH (^2)
4
he Disconnection Approach”; Wiley: New
orkbook for Organic Synthesis, The Disconnection
, 1982.
. Disconnection:
- Warren, S. “Organic Synthesis, T
York, 1982. Warren, S. “W
Approach”; Wiley: New York
CH 3 CH 2 CCH CH 3 CH+ 2 + −CCHi) The fragments of this disconnection are an ethyl cation and an ethynide anion.
ii) These fragments are called synthons (synthetic equivalents).≡
CH 3 CH+ 2 CH 3 CH 2 Br −CCH ≡ Na+−C CH
- Synthesis of (2R,3R)-2,3-butanediol and (2S,3S)-2,3-butanediol from compounds
of two carbon atoms or fewer:
- Synthesis of 2,3-butanediol enantiomers: syn-hydroxylation of trans-2-butene.
Retrosynthetic Analysis