Abstract
Sodium TMP-zincate, [(TMEDA)Na(TMP)(Bu-t)Zn(Bu-t)], can deproto-zincate N-Boc pyrrolidine at ambient temperature in hexane solution, whereas in toluene the captured alpha-carbanion of the heterocycle attacks the solvent setting off a cascade of reactions that ultimately produce a pyrrolidine-substituted enolate.
| Original language | English |
|---|---|
| Pages (from-to) | 5265-5267 |
| Number of pages | 3 |
| Journal | Chemical Communications |
| Volume | 48 |
| Issue number | 43 |
| DOIs | |
| Publication status | Published - 2012 |
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Keywords
- zincation
- N-Boc pyrrolidine
- solvent dependency
Cite this
}
Ambient temperature zincation of N-Boc pyrrolidine and its solvent dependency. / Garden, Jennifer A.; Kennedy, Alan R.; Mulvey, Robert E.; Robertson, Stuart D.
In: Chemical Communications, Vol. 48, No. 43, 2012, p. 5265-5267.Research output: Contribution to journal › Article
TY - JOUR
T1 - Ambient temperature zincation of N-Boc pyrrolidine and its solvent dependency
AU - Garden, Jennifer A.
AU - Kennedy, Alan R.
AU - Mulvey, Robert E.
AU - Robertson, Stuart D.
PY - 2012
Y1 - 2012
N2 - Sodium TMP-zincate, [(TMEDA)Na(TMP)(Bu-t)Zn(Bu-t)], can deproto-zincate N-Boc pyrrolidine at ambient temperature in hexane solution, whereas in toluene the captured alpha-carbanion of the heterocycle attacks the solvent setting off a cascade of reactions that ultimately produce a pyrrolidine-substituted enolate.
AB - Sodium TMP-zincate, [(TMEDA)Na(TMP)(Bu-t)Zn(Bu-t)], can deproto-zincate N-Boc pyrrolidine at ambient temperature in hexane solution, whereas in toluene the captured alpha-carbanion of the heterocycle attacks the solvent setting off a cascade of reactions that ultimately produce a pyrrolidine-substituted enolate.
KW - zincation
KW - N-Boc pyrrolidine
KW - solvent dependency
UR - http://www.scopus.com/inward/record.url?scp=84860817519&partnerID=8YFLogxK
U2 - 10.1039/c2cc31793a
DO - 10.1039/c2cc31793a
M3 - Article
VL - 48
SP - 5265
EP - 5267
JO - Chemical Communications
JF - Chemical Communications
SN - 1359-7345
IS - 43
ER -