Abstract
Tetraallylic, tetraallenic and tetrapropargylic stannanes (0.25 eq) react with aldehydes in methanol to provide unsaturated alcohols. These reactions proceed exclusively with allylic rearrangement for tetra(2-butenyl)tin 2b and tetra(1,2-butadienyl)tin 5e and predominantly with allylic rearrangement for tetrapropadienyltin Sc and tetra(2-butynyl)tin 6e. The corresponding TFA catalysed reactions of dimethyl acetals with Sc and 6e are highly regioselective with allylic rearrangement.
| Original language | English |
|---|---|
| Pages (from-to) | 909-911 |
| Number of pages | 3 |
| Journal | Synlett |
| Volume | 1998 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 1998 |
| Externally published | Yes |
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Solvent assisted addition of tetraallylic, tetraallenic and tetrapropargylic stannanes to aldehydes and acetals. / McCluskey, Adam; Muderawari, I. Wayan; Muntari, ; Young, David J.
In: Synlett, Vol. 1998, No. 8, 1998, p. 909-911.Research output: Contribution to journal › Article › Research › peer-review
TY - JOUR
T1 - Solvent assisted addition of tetraallylic, tetraallenic and tetrapropargylic stannanes to aldehydes and acetals
AU - McCluskey, Adam
AU - Muderawari, I. Wayan
AU - Muntari,
AU - Young, David J.
PY - 1998
Y1 - 1998
N2 - Tetraallylic, tetraallenic and tetrapropargylic stannanes (0.25 eq) react with aldehydes in methanol to provide unsaturated alcohols. These reactions proceed exclusively with allylic rearrangement for tetra(2-butenyl)tin 2b and tetra(1,2-butadienyl)tin 5e and predominantly with allylic rearrangement for tetrapropadienyltin Sc and tetra(2-butynyl)tin 6e. The corresponding TFA catalysed reactions of dimethyl acetals with Sc and 6e are highly regioselective with allylic rearrangement.
AB - Tetraallylic, tetraallenic and tetrapropargylic stannanes (0.25 eq) react with aldehydes in methanol to provide unsaturated alcohols. These reactions proceed exclusively with allylic rearrangement for tetra(2-butenyl)tin 2b and tetra(1,2-butadienyl)tin 5e and predominantly with allylic rearrangement for tetrapropadienyltin Sc and tetra(2-butynyl)tin 6e. The corresponding TFA catalysed reactions of dimethyl acetals with Sc and 6e are highly regioselective with allylic rearrangement.
UR - http://www.scopus.com/inward/record.url?scp=0042248624&partnerID=8YFLogxK
U2 - 10.1055/s-1998-1807
DO - 10.1055/s-1998-1807
M3 - Article
VL - 1998
SP - 909
EP - 911
JO - Synlett: accounts and rapid communications in synthetic organic chemistry
JF - Synlett: accounts and rapid communications in synthetic organic chemistry
SN - 0936-5214
IS - 8
ER -